3-Cyanopyridine → 2,4-difluoro-N-(pyridin-3-ylmethyl)aniline

HRID 21704

反応式

HRID 21704 の反応式
[C:1]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1)#[N:2].[F:9][C:10]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:11]=1N.[H][H]>[Rh]>[F:9][C:10]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:11]=1[NH:2][CH2:1][C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 793-CyanopyridineHCID 97092,4-DifluoroanilineHCID 178418361HCID 178418361、化合物3 回

生成物 1

HCID 110961292,4-difluoro-N-(pyridin-3-ylmethyl)aniline

試薬・触媒・溶媒 1

HCID 23948Rhodium触媒

実験手順

A mixture of 3-cyanopyridine (10.4 g), 2,4-difluoroaniline (129.1 g) and a 5% rhodium on carbon catalyst (1.0 g) was treated with hydrogen at 60 psig and 25-30 deg C. until two equivalents of hydrogen had reacted. The hydrogen pressure was incrementally increased to 400 psig during the course of the reaction. After cooling, venting and pursing with nitrogen, the catalyst was removed by filtration. The filtrate analyzed and found to contain 10.4 g of N-(2,4-diflourophenyl)-N-(3-pyridylmethyl)amine which could be isolated by distillation (158-164 deg. C. @ 3 mm Hg) and recrystallization (cyclohexane) to give a white solid with a melting point of 88.5-90 deg C.

後処理

  1. temperatureAfter cooling
  2. customthe catalyst was removed by filtration
  3. customcould be isolated by distillation (158-164 deg. C. @ 3 mm Hg) and recrystallization (cyclohexane)
  4. customto give a white solid with a melting point of 88.5-90 deg C

出典と根拠

ORDレコード
ord-3679422880c241a4bc426a83ff78fa08
出典データセット
uspto-grants-1995_06
特許番号
US05424436

関連ノート

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